3-(benzoylmethyl)-5-phenylthiazolidine | 155914-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(benzoylmethyl)-5-phenylthiazolidine
• 英文别名: 1-Phenyl-2-(5-phenyl-1,3-thiazolidin-3-yl)ethanone
• CAS: 155914-64-0
• 化学式: C₁₇H₁₇NOS
• 分子量: 283.394
• InChiKey: LMFHSQJVIQUABU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(benzoylmethyl)-5-phenylthiazolidine 以72%的产率得到
  参考文献：
  名称：

  Khumtaveeporn Kanjai, Alper Howard, J. Amer. Chem. Soc, 116 (1994) N 13, S 5662-5666

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯基氮丙啶 在 硫化氢 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 生成 3-(benzoylmethyl)-5-phenylthiazolidine
  参考文献：
  名称：

  Sequential Ring Expansion and Ketene Elimination Reactions in the Novel Rhodium(I)-Catalyzed Carbonylation of Thiazolidines

  摘要：

  1,3-Thiazolidines react with carbon monoxide, in the presence of catalytic quantities of chloro(1,5-cyclooctadiene)rhodium(I) dimer and potassium iodide, to give thiazolidinones in 56-88% yields. Reaction in the absence of KI afforded the six-membered ring thiazin-3-one, The rhodium(I) complex can catalyze the quantitative conversion of the thiazin-3-one to the thiazolidinone under carbon monoxide, with ketene as the reaction by-product. The conversion of thiazolidines to thiazolidinones involves a novel regiospecific insertion of carbon monoxide into one of two ring carbon-nitrogen bonds, as well as a metal-catalyzed ketene elimination process.

  DOI：

  10.1021/ja00092a016

文献信息

• Khumtaveeporn Kanjai, Alper Howard, J. Amer. Chem. Soc, 116 (1994) N 13, S 5662-5666
  作者：Khumtaveeporn Kanjai, Alper Howard

  DOI：——

  日期：——
• Sequential Ring Expansion and Ketene Elimination Reactions in the Novel Rhodium(I)-Catalyzed Carbonylation of Thiazolidines
  作者：Kanjai Khumtaveeporn、Howard Alper

  DOI：10.1021/ja00092a016

  日期：1994.6

  1,3-Thiazolidines react with carbon monoxide, in the presence of catalytic quantities of chloro(1,5-cyclooctadiene)rhodium(I) dimer and potassium iodide, to give thiazolidinones in 56-88% yields. Reaction in the absence of KI afforded the six-membered ring thiazin-3-one, The rhodium(I) complex can catalyze the quantitative conversion of the thiazin-3-one to the thiazolidinone under carbon monoxide, with ketene as the reaction by-product. The conversion of thiazolidines to thiazolidinones involves a novel regiospecific insertion of carbon monoxide into one of two ring carbon-nitrogen bonds, as well as a metal-catalyzed ketene elimination process.